Crystal Structure of Novel Terephthalate Salt of Antiarrhythmic Drug Disopyramide

1:1 salt of Disopyramide (DPA) with Terephthalic acid (TA) was obtained by the slow solvent evaporation and the slurry crystallization methods. X-ray single crystal diffraction of DPA:TA confirmed the formation of salt by the transfer of an acidic proton from one of the carboxylic acidic groups of T...

Full description

Bibliographic Details
Main Authors: Majid Ismail Tamboli, Yohei Utusmi, Takayuki Furuishi, Kaori Fukuzawa, Etsuo Yonemochi
Format: Article
Language:English
Published: MDPI AG 2021-03-01
Series:Crystals
Subjects:
Online Access:https://www.mdpi.com/2073-4352/11/4/368
_version_ 1797539411251953664
author Majid Ismail Tamboli
Yohei Utusmi
Takayuki Furuishi
Kaori Fukuzawa
Etsuo Yonemochi
author_facet Majid Ismail Tamboli
Yohei Utusmi
Takayuki Furuishi
Kaori Fukuzawa
Etsuo Yonemochi
author_sort Majid Ismail Tamboli
collection DOAJ
description 1:1 salt of Disopyramide (DPA) with Terephthalic acid (TA) was obtained by the slow solvent evaporation and the slurry crystallization methods. X-ray single crystal diffraction of DPA:TA confirmed the formation of salt by the transfer of an acidic proton from one of the carboxylic acidic groups of TA to the tertiary amino group of the chain moiety (N3-nitrogen atom) of the DPA molecules. DPA:TA salt crystals crystalize in the triclinic system with space group <i>P</i>-1. The asymmetric unit, comprising one protonated DPA and one TA anion, are linked by a strong charge assisted N<sup>+</sup>–H∙∙∙O¯ hydrogen bond and a C–H∙∙∙O¯ hydrogen bond. Moreover, structural characterization of DPA:TA salt was carried out using Fourier transform infrared spectroscopy, differential scanning calorimeter, thermogravimetric analysis, and powder X-ray diffraction techniques
first_indexed 2024-03-10T12:44:39Z
format Article
id doaj.art-8bc80881941f43548b9e57dc0b83acb9
institution Directory Open Access Journal
issn 2073-4352
language English
last_indexed 2024-03-10T12:44:39Z
publishDate 2021-03-01
publisher MDPI AG
record_format Article
series Crystals
spelling doaj.art-8bc80881941f43548b9e57dc0b83acb92023-11-21T13:34:54ZengMDPI AGCrystals2073-43522021-03-0111436810.3390/cryst11040368Crystal Structure of Novel Terephthalate Salt of Antiarrhythmic Drug DisopyramideMajid Ismail Tamboli0Yohei Utusmi1Takayuki Furuishi2Kaori Fukuzawa3Etsuo Yonemochi4Department of Physical Chemistry, School of Pharmacy and Pharmaceutical Sciences, Hoshi University, 2-4-41 Ebara, Shinagawa-ku, Tokyo 142-8501, JapanDepartment of Physical Chemistry, School of Pharmacy and Pharmaceutical Sciences, Hoshi University, 2-4-41 Ebara, Shinagawa-ku, Tokyo 142-8501, JapanDepartment of Physical Chemistry, School of Pharmacy and Pharmaceutical Sciences, Hoshi University, 2-4-41 Ebara, Shinagawa-ku, Tokyo 142-8501, JapanDepartment of Physical Chemistry, School of Pharmacy and Pharmaceutical Sciences, Hoshi University, 2-4-41 Ebara, Shinagawa-ku, Tokyo 142-8501, JapanDepartment of Physical Chemistry, School of Pharmacy and Pharmaceutical Sciences, Hoshi University, 2-4-41 Ebara, Shinagawa-ku, Tokyo 142-8501, Japan1:1 salt of Disopyramide (DPA) with Terephthalic acid (TA) was obtained by the slow solvent evaporation and the slurry crystallization methods. X-ray single crystal diffraction of DPA:TA confirmed the formation of salt by the transfer of an acidic proton from one of the carboxylic acidic groups of TA to the tertiary amino group of the chain moiety (N3-nitrogen atom) of the DPA molecules. DPA:TA salt crystals crystalize in the triclinic system with space group <i>P</i>-1. The asymmetric unit, comprising one protonated DPA and one TA anion, are linked by a strong charge assisted N<sup>+</sup>–H∙∙∙O¯ hydrogen bond and a C–H∙∙∙O¯ hydrogen bond. Moreover, structural characterization of DPA:TA salt was carried out using Fourier transform infrared spectroscopy, differential scanning calorimeter, thermogravimetric analysis, and powder X-ray diffraction techniqueshttps://www.mdpi.com/2073-4352/11/4/368DisopyramideTerephthalic acidsaltcrystal structuremolecular packingslurry crystallization
spellingShingle Majid Ismail Tamboli
Yohei Utusmi
Takayuki Furuishi
Kaori Fukuzawa
Etsuo Yonemochi
Crystal Structure of Novel Terephthalate Salt of Antiarrhythmic Drug Disopyramide
Crystals
Disopyramide
Terephthalic acid
salt
crystal structure
molecular packing
slurry crystallization
title Crystal Structure of Novel Terephthalate Salt of Antiarrhythmic Drug Disopyramide
title_full Crystal Structure of Novel Terephthalate Salt of Antiarrhythmic Drug Disopyramide
title_fullStr Crystal Structure of Novel Terephthalate Salt of Antiarrhythmic Drug Disopyramide
title_full_unstemmed Crystal Structure of Novel Terephthalate Salt of Antiarrhythmic Drug Disopyramide
title_short Crystal Structure of Novel Terephthalate Salt of Antiarrhythmic Drug Disopyramide
title_sort crystal structure of novel terephthalate salt of antiarrhythmic drug disopyramide
topic Disopyramide
Terephthalic acid
salt
crystal structure
molecular packing
slurry crystallization
url https://www.mdpi.com/2073-4352/11/4/368
work_keys_str_mv AT majidismailtamboli crystalstructureofnovelterephthalatesaltofantiarrhythmicdrugdisopyramide
AT yoheiutusmi crystalstructureofnovelterephthalatesaltofantiarrhythmicdrugdisopyramide
AT takayukifuruishi crystalstructureofnovelterephthalatesaltofantiarrhythmicdrugdisopyramide
AT kaorifukuzawa crystalstructureofnovelterephthalatesaltofantiarrhythmicdrugdisopyramide
AT etsuoyonemochi crystalstructureofnovelterephthalatesaltofantiarrhythmicdrugdisopyramide